House Sitting in Bradley Estates, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Anna S.
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Sitter Profile Image: Anna S.
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1. Anna S.

I am an animal lover of all kinds!
Fox Point, WI, 53217
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
8 repeat clients
from
$42
per night

I couldn't have asked for a better dog sitter than Anna S! Taking care of my two fur babies can be quite the task, but Anna made it all seem effortless. From the moment we connected, Anna was incredibly easy to communicate with. She responded promptly to all my messages and was always punctual, which gave me peace of mind knowing my dogs were in reliable hands. Anna's genuine love for animals was evident from the start. She didn't just look after my dogs; she genuinely enjoyed spending time with them. It was heartwarming to see how my pups instantly took a liking to her. They seemed to adore her company, and that speaks volumes about her character and the care she provides. I can't recommend Anna highly enough to anyone in need of a trustworthy and caring dog sitter. If you want someone who is not only responsible and responsive but also truly loves what they do, Anna is the perfect choice. My dogs and I are incredibly grateful for her exceptional service!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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2. Lily S.

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
7.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$50
per night

This was Lily’s first time house sitting Kai and she exceeded my expectations. She clearly developed a great connection with Kai, did a really nice job keeping me connected/informed, and overall left the house looking like it did when I left. I so much enjoyed her texts, pictures and video clips. Thank you Lily!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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3. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
33 repeat clients
from
$59
per night

Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.

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Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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4. Jeanee S.

Star Sitter
Pets just get me!
Menomonee Falls, WI, 53051
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$40
per night

Jeanne is AMAZING. We got home to happy dog, clean house, an awesome day by day journal, and near daily check ins (that we kept requesting and appreciating). Jeanne is an awesome communicator, kept our house in immaculate condition, and all was well during our vacation. We will 100% use her again and knowing we have a great sitter for Winnie makes me even more inclined to book a future vacation. 100% recommend.

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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5. Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
8.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
69 reviews
22 repeat clients
from
$65
per night

Jackie is incredible! Great communication, she is punctual, sent so many pictures, and best part was my pup was so happy. I definitely recommend! Thanks again Jackie!!

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Sitter Profile Image: Katie K.
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Sitter Profile Image: Katie K.
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6. Katie K.

Friend to felines & all animals
Menomonee Falls, WI, 53051
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$50
per night

Katie was amazing! She played fetch with our dogs, snuggled with our new kitten, and took very good care of our home while we were gone. I would highly recommend Katie for your pet care!

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Sitter Profile Image: Ali M.
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Sitter Profile Image: Ali M.
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7. Ali M.

I love dogs, cats, and herptiles !
Milwaukee, WI, 53211
7.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
17 repeat clients
from
$65
per night

Ali gave me such peace of mind when she watched my cat for the weekend. I’ve never used any pet sitting or boarding services prior to meeting Ali, so I really didn’t know what to expect. She was very professional, friendly, and helpful with the entire process. She sent me photo updates of my cat when she stopped in and she took such good care of everything I asked her to do. I will definitely be using her again.

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Sitter Profile Image: Danica V.
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Sitter Profile Image: Danica V.
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8. Danica V.

Star Sitter
PAWsitively reliable med student!
Wauwatosa, WI, 53226
8.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
7 repeat clients
from
$46
per night

Danica is consistent and professional throught the Rover experience. I've been burned before with previous dog sitters that have been inconsistent and unresponsive, but Danica is always punctual and quick to respond to any concerns/needs. I trust her to be with my pups when they are most stressed and take care of them when I'm away. That peace of mind is priceless and I love having Danica over to watch my pups.

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Sitter Profile Image: Riley N.
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Sitter Profile Image: Riley N.
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9. Riley N.

Star Sitter
Animal lover since birth! PETS=FAM
Milwaukee, WI, 53212
7.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$60
per night

Our boys are crabby old men and pretty high maintenance. Riley won them over though! She was so patient and they eventually started warming up to her. Will definitely rebook!

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Sitter Profile Image: Ariela M.
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Sitter Profile Image: Ariela M.
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10. Ariela M.

Experienced Veterinary Technician
Grantosa, Milwaukee, WI, 53222
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$55
per night

Ariela is great! She is super kind and knowledgeable about animals! I felt extremely safe and good about leaving my puppy in her care! I highly recommended her!

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Sitter Profile Image: Amber S.
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Sitter Profile Image: Amber S.
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11. Amber S.

Experienced Sitter & Animal Lover
Mequon, WI, 53092
6.5 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
12 reviews
1 repeat client
from
$50
per night

Everything went great and Amber was very great with communicating with us. Arrived home to all 4 pets happy and healthy and our house in the same condition we left it:)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lance C.
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Sitter Profile Image: Lance C.
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12. Lance C.

Coffee loving dog walker!
Enderis Park, Milwaukee, WI, 53210
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$38
per night

Lance has watched my dog Lupe a number of times. My dog loves him! He gets a lot of love, walks, and hang out time. He's very responsible, asks all the right questions and provides updates to make sure my wife and I are never concerned. I highly recommend Lance if you want peace of mind while you're away.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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13. Marilia D.

Star Sitter
I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
7 repeat clients
from
$65
per night

My kitties had a great time with their new friend Marilia. When Marilia came back to the house, even my shy Chico cat came to see her. So I guess the cats say it all. When they come to the door to greet the pet sitter, that is all I need to say. They love her.

Sitter Profile Image: Katelyn A.
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Sitter Profile Image: Katelyn A.
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14. Katelyn A.

Eat. Play. Love.
Bayside, WI, 53217
3.7 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
11 reviews
9 repeat clients
from
$65
per night

Katelyn is fantastic! She's incredibly responsive and caring. She came to meet the dogs beforehand, so we could chat which was awesome. One of our dogs in incredibly anxious and wary of strangers, and Katelyn's calm demeanor won her over! We already booked Katelyn for the near future.

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Sitter Profile Image: Grace A.
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Sitter Profile Image: Grace A.
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15. Grace A.

Reliable and genuine dog lover!
Menomonee Falls, WI, 53051
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$45
per night

Grace did a great job watching our dog overnight. She sent multiple pictures and he had a great time with her. She was great communicating with us. We will definitely use her again!

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Sitter Profile Image: HeidyNoelle W.
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Sitter Profile Image: HeidyNoelle W.
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16. HeidyNoelle W.

Star Sitter
Your next Pawesome pet-sitter!
Mequon, WI, 53092
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
6 repeat clients
from
$68
per night

HeidyNoelle was amazing. I felt so comfortable leaving our girl in her hands. She was detail oriented in our meet and greet, asking questions to make sure she could provide the best possible care, and has such great prior experience with dogs. Our pup is leash reactive and not socialized with kids, and this is some thing with which HeidyNoelle has experience and understanding. This had me feeling relaxed and confident with her. Our house was left in impeccable condition when we came home, and she even took a Polaroid pic of our pup and left it for us. We are so happy to have found a reliable and dependable dog sitter for when we go out of town!!

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Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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17. Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
10 repeat clients
from
$68
per night

Jeff was great! Dogs were happy and we got lots of updates and pictures from Jeff while we were gone. Jeff left our home in great shape. Cleaned all his dishes and kept the place neat. Couldn’t have been happier.

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Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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18. Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$63
per night

Jenn was so great with my very spoiled Great Pyrenees at her home Christmas weekend. She was so good at communicating and sending pictures the weekend she was with him. I felt she genuinely cared so much about Koda and us too. I will definitely be contacting her again on our next travels. Thanks again Jenn!

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Sitter Profile Image: Kelley F.
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Sitter Profile Image: Kelley F.
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19. Kelley F.

Dog Lover Seeks Dogs To Love :)
Fox Point, WI, 53217
3.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
5 repeat clients
from
$80
per night

Kelley was great with my cats Bernie, Boomer and Godzilla, and my dog Derek (they are HUGE Yankee fans). She kept me updated frequently and Bernie, in particular was so happy with her (he is the old man of the family and deems his siblings juvenile) and Kelley made sure he gots lots of one on one cuddle time. Highly recommend for both dogs and cats!

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Sitter Profile Image: Jessica s.
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Sitter Profile Image: Jessica s.
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20. Jessica s.

Provide care and comfort!
Whispering Hills, Milwaukee, WI, 53223
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
from
$34
per night

Jessica has watched and cared for our dog many times. Our dog is very comfortable with her and gets excited whenever we are on our way to drop her off. She works closely with us to let us know updates or any concerns she may have. You can tell Jessica has a deep love for animals and that our dogs have been well loved in her presence. Highly recommend!!

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When it comes to house sitting, dog owners in Bradley Estates, Milwaukee, WI love Rover.com. Over 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of house sitting in Bradley Estates may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Bradley Estates house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Bradley Estates, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Bradley Estates house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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